Biosynthesis of the diterpenoid steviol, an ent-kaurene derivative from Stevia rebaudiana Bertoni, via the methylerythritol phosphate pathway

Totté, Nicole; Charon, Lionel; Rohmer, Michel; Compernolle, Frans; Baboeuf, Ilse; Geuns, Jan

doi:10.1016/s0040-4039(00)01094-7

Cited by 81 publications

(48 citation statements)

References 19 publications

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“…These results indicate that the MVA pathway also contributes to the biosynthesis of campesterol in Arabidopsis seedlings. 12 -Although ent-kaurene is a common intermediate for all GAs, it is also known to serve as a precursor for other diterpenoids such as stevioside in S. rebaudiana (22) and kaurenolides in C. maxima (36,37). In Arabidopsis, it has not been established whether ent-kaurene serves as a precursor solely for GAs.…”

Section: Incorporation Of [2-mentioning

confidence: 99%

“…Antisense suppression of genes encoding enzymes in the Arabidopsis MEP pathway resulted in elevated expression of a GA-down-regulated gene, GA4 (20), and reduced production of ent-kaurene (21). Recently, the biosynthetic origin of stevioside, of which the aglycone is a derivative of ent-kaurenoic acid, has been studied in Stevia rebaudiana leaves (22), where this diterpene glycoside accumulates to more than 10% of the leaf dry weight as a secondary metabolite. This high abundance allowed the 13 C-labeling pattern from [1-13 C]glucose in steviol to be determined by NMR and indicated that steviosides are synthesized through the MEP pathway.…”

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confidence: 99%

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Contribution of the Mevalonate and Methylerythritol Phosphate Pathways to the Biosynthesis of Gibberellins inArabidopsis

Kasahara¹,

Hanada²,

Kuzuyama³

et al. 2002

Journal of Biological Chemistry

247

179

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Gibberellins (GAs) are diterpene plant hormones essential for many developmental processes. Although the GA biosynthesis pathway has been well studied, our knowledge on its early stage is still limited. There are two possible routes for the biosynthesis of isoprenoids leading to GAs, the mevalonate (MVA) pathway in the cytosol and the methylerythritol phosphate (MEP) pathway in plastids. To distinguish these possibilities, metabolites from each isoprenoid pathway were selectively labeled with 13 C in Arabidopsis seedlings. Efficient 13 C-labeling was achieved by blocking the endogenous pathway chemically or genetically during the feed of a 13 C-labeled precursor specific to the MVA or MEP pathways. Gas chromatography-mass spectrometry analyses demonstrated that both MVA and MEP pathways can contribute to the biosyntheses of GAs and campesterol, a cytosolic sterol, in Arabidopsis seedlings. While GAs are predominantly synthesized through the MEP pathway, the MVA pathway plays a major role in the biosynthesis of campesterol. Consistent with some crossover between the two pathways, phenotypic defects caused by the block of the MVA and MEP pathways were partially rescued by exogenous application of the MEP and MVA precursors, respectively. We also provide evidence to suggest that the MVA pathway still contributes to GA biosynthesis when this pathway is limiting.

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Section: Incorporation Of [2-mentioning

confidence: 99%

mentioning

confidence: 99%

Contribution of the Mevalonate and Methylerythritol Phosphate Pathways to the Biosynthesis of Gibberellins inArabidopsis

Kasahara¹,

Hanada²,

Kuzuyama³

et al. 2002

Journal of Biological Chemistry

247

179

View full text Add to dashboard Cite

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“…Finally, labeling experiments, performed with 13 C-labeled glucose or with deuterium-labeled deoxyxylulose, showed the wide distribution of the MEP pathway. It is involved in the formation of all investigated hemi-(e.g., isoprene 2, 2-methylbut-3-en-2-ol, dimethylallyl and the rest linked to aromatic rings) [21][22][23], mono- [23,24] and diterpenoids [25][26][27] and some sesquiterpenoids [28].…”

Section: Ubiquitous Presence Of the Mep Pathway In Chloroplasts Of Phmentioning

confidence: 99%

Mevalonate-independent methylerythritol phosphate pathway for isoprenoid biosynthesis. Elucidation and distribution

Rohmer

2003

Pure and Applied Chemistry

144

103

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A long-overlooked metabolic pathway for isoprenoid biosynthesis, the mevalonateindependent methylerythritol phosphate (MEP) pathway, is present in many bacteria and in the chloroplasts of all phototrophic organisms. It represents an alternative to the well-known mevalonate pathway, which is present in animals, fungi, plant cytoplasm, archaebacteria, and some eubacteria. This contribution summarizes key steps of its elucidation and the state-ofthe-art knowledge of this biosynthetic pathway, which represents a novel target for antibacterial and antiparasitic drugs.

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“…La planta de stevia produce en las hojas un edulcorante natural, cuyo poder es 300 veces mayor que la sacarosa. No contiene calorías y además, las hojas pueden utilizarse en su estado natural, gracias a su gran poder edulcorante, y sólo son necesarias pequeñas cantidades del producto (4)(5)(6).…”

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Niveles De Ingesta Diaria De Edulcorantes No Nutritivos en Escolares De La Región De Valparaíso

Silva

et al. 2011

Rev. chil. nutr.

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Introduction: Artificial sweeteners are substances that do not provide energy and are added to foods to provide a sweet taste. Sweeteners are used to replace sugar either in part or entirely. Objective: To determine the consumption of artificial sweeteners in school children 6 to 14 years of age in the Valparaiso Region of Chile and to compare consumption according to nutritional status. Methods: 281 students of both sexes underwent anthropometric assessment (weight and height) and completed a food survey on the consumption of sweeteners. Results: 100% of students consume foods or products containing artificial sweeteners, although no student consumed more than the maximum allowed. When comparing by nutritional status, obese children, compared to those with normal weight had a higher consumption of sucralose, aspartame, saccharin and acesulfame potassium (p <0.05). Conclusion: The intake of sweeteners is massive, but consumption does not exceed permitted levels in this study sample. Keys words: artificial sweeteners, saccharin, aspartame, nutritional status, students.Este trabajo fue recibido el 1 de Marzo de 2011 y aceptado para ser publicado el 29 de Agosto de 2011. EDULCORANTES ARTIFICIALESDesde tiempos ancestrales la humanidad ha tenido una marcada preferencia hacia los alimentos dulces (1).A fines del siglo XVII una nueva idea se apoderó de la comunidad médica. Se decía que el azúcar era responsable de provocar muchas enfermedades y ante esta situación surgió la necesidad de buscar un aditivo que pudiera sustituir el azúcar, proporcionando las mismas cualidades y sensaciones que producía el azúcar. Es así como nacen los edulcorantes, aditivos alimentarios que son capaces de simular la presencia del azúcar al agregar a los alimentos (1).Los edulcorantes artificiales han ganado espacio como herramientas de la dieta (2) ya que proporcionan el sabor dulce del azúcar, pero sin el aporte calórico de esta, por lo tanto pueden ayudar a bajar de peso y a la adhesión de una dieta baja en calorías. Los edulcorantes utilizados en la industria alimentaria están divididos en 2 grandes grupos: Edulcorantes naturales o nutritivos y edulcorantes artificiales o no nutritivos (1).El primer edulcorante artificial utilizado fue la sacarina la cual fue descubierta por Constantino Fahlberg en 1879, en Estados Unidos. Se utilizó principalmente a nivel industrial y como parte de la alimentación de los diabéticos. Entre los edulcorantes no nutritivos de mayor consumo podemos nombrar a: Sacarina de sodio: es el edulcorante más antiguo. Esta es una sulfamida, cuyo átomo de hidrogeno es algo ácido y forma sales fácilmente. La sacarina es aproximadamente 300 veces más dulce que el azúcar y no aporta calorías (3).Ciclamato de sodio: en 1937 fue descubierto en Estados Unidos. Es la sal sódica y cálcica del ácido ciclámico presenta una elevada solubilidad en agua. Es 30 a 50 veces más dulce que el azúcar. Es el edulcorante menos intenso por lo que para aumentar su poder endulzante se mezcla con sacarina sódica y así se logra un pro...

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Biosynthesis of the diterpenoid steviol, an ent-kaurene derivative from Stevia rebaudiana Bertoni, via the methylerythritol phosphate pathway

Cited by 81 publications

References 19 publications

Contribution of the Mevalonate and Methylerythritol Phosphate Pathways to the Biosynthesis of Gibberellins inArabidopsis

Contribution of the Mevalonate and Methylerythritol Phosphate Pathways to the Biosynthesis of Gibberellins inArabidopsis

Mevalonate-independent methylerythritol phosphate pathway for isoprenoid biosynthesis. Elucidation and distribution

Niveles De Ingesta Diaria De Edulcorantes No Nutritivos en Escolares De La Región De Valparaíso

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